An unidentified boy was arrested in Oakland, Calif. on Feb. 14, 1957.

Samuel Fielden, Michael Schwab, and Oscar Neebe were convicted of anarchy in the Haymarket Riot after a labour demonstration in Chicago. They were imprisoned around 1889 at the state prison in Joliet, Ill.

Al Capone was one of Chicago's most notorious gangsters. He solidified his reputation as the ruthless head of the Chicago Outfit with the St. Valentine's Day Massacre in 1929, when his men gunned down seven rivals.

Frank Costello gained control of the Luciano crime family in 1936 after arrests for gun running, assault, and other charges.

Nellie McCarthy was identified as a crook from Chicago. The photo was taken by a Chicago Daily News photographer in 1910.

Carlo Gambino began working his way up the Mob hierarchy in 1921 at the tender age of 19. His hard work paid off when he gained control of the Gambino family in 1957 and became known as the 'Boss of Bosses.'